117514-85-9Relevant articles and documents
Assembly of New Merocyanine Chromophores with a 1,8-Naphthalimide Core by a New Method for the Synthesis of the Methine Function
Vasilev, Aleksey A.,Baluschev, Stanislav,Cheshmedzhieva, Diana,Ilieva, Sonia,Casta?o, Obis D.,Vaquero, Juan J.,Angelova, Silvia E.,Landfester, Katharina
, p. 1399 - 1408 (2015)
A new method for the synthesis of the monomethine group using nitro as a leaving group in an SN-Ar reaction is described. A series of novel merocyanine dyes has been synthesised and their photophysical properties have been elucidated. The longest wavelength absorption occurs in the range 519-619nm and the molar absorptivities vary with the substituents and are in the range 1000-47700Lmol-1cm-1. The dyes show high chemical and photostability. One example from the series has the ability to distinguish methanol from ethanol. The introduction of a quinoid fragment into the structure leads to a pronounced intramolecular charge transfer and hence a noticeable positive solvatochromism. The structures and electronic properties of the compounds have been studied by density functional theory (DFT) and time-dependent DFT.